omadacycline   Click here for help

GtoPdb Ligand ID: 10839

Synonyms: amadacycline | compound 6 [PMID: 21302930] | Nuzyra® | PTK-0796 | PTK0796
Approved drug PDB Ligand
omadacycline is an approved drug (FDA (2018))
Compound class: Synthetic organic
Comment: Omadacycline (PTK-0796) is an oral, tetracycline-like antibacterial [1].
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 10
Hydrogen bond donors 6
Rotatable bonds 7
Topological polar surface area 176.66
Molecular weight 556.29
XLogP 2.54
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(cc(c(c3C(=C1C2=O)O)O)CNCC(C)(C)C)N(C)C)O)O)C(=O)N)C
Isomeric SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(cc(c(c3C(=C1C2=O)O)O)CNCC(C)(C)C)N(C)C)O)O)C(=O)N)C
InChI InChI=1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34-35,38,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2018))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9186 omadacycline
Synonyms Click here for help
amadacycline | compound 6 [PMID: 21302930] | Nuzyra® | PTK-0796 | PTK0796
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Omadacycline (PTK-0796)
Other databases
CAS Registry No. 389139-89-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL1689772
GtoPdb PubChem SID 405560280
PubChem CID 54697325
Search Google for chemical match using the InChIKey VJYKVCURWJGLPG-IQZGDKDPSA-N
Search Google for chemicals with the same backbone VJYKVCURWJGLPG
Search PubMed clinical trials omadacycline
Search PubMed titles omadacycline
Search PubMed titles/abstracts omadacycline
UniChem Compound Search for chemical match using the InChIKey VJYKVCURWJGLPG-IQZGDKDPSA-N
UniChem Connectivity Search for chemical match using the InChIKey VJYKVCURWJGLPG-IQZGDKDPSA-N